Alejandro Kon defeated Nicolas Jara Lozano 6-0 6-4 in the Argentina F9 qualifying round on clay. The upset overturned the form book — Nicolas Jara Lozano came in leading the head-to-head 2–0. Alejandro Kon claimed a first win over Nicolas Jara Lozano in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-05-12 | Argentina F2 | R16 | clay | Nicolas Jara Lozano | 6-3 7-5 |
| 2006-05-01 | Argentina F5 | R32 | clay | Nicolas Jara Lozano | 7-5 6-2 |